He is a graduate of the Newhouse School and the Syracuse University College of Law.

At Newhouse, Gutterman was the 2009-10 director of the Carnegie Legal Reporting Program. He also works with the Society of Professional Journalists student chapter and serves on academic integrity committees.

After graduating from Newhouse, Gutterman worked as a reporter for the Cleveland Plain Dealer, covering local and state government, crime, legal issues and general news. He later clerked for a New Jersey Superior Court judge and practiced business and general litigation.

Gutterman writes and speaks on media law, free speech, the intersection between courts and journalists and legal education issues. He has delivered lectures at the Communication University of China in Beijing, Fudan University in Shanghai and National Chengchi University in Taipei.

Gutterman is a program director for the Burton Foundation for Legal Achievement; on the faculty committee for the Government Accountability Project in Washington, D.C., and on the honorary dinner committee for FIRE, the Foundation for Individual Rights in Education.

As an undergraduate, he worked at The Boston Globe; The Courier-News in Bridgewater, N.J. The Post-Standard in Syracuse; and The Daily Orange. While in law school, he served as editor-in-chief of the law review.